CAS: 92235-34-2; (S)-Tert-Butyl (2-Oxopyrrolidin-3-yl)Carbamate

该化合物是一种在有机合成和制药应用中广泛使用的手性中间体,其主要优点包括:立体化学纯度高,在标准条件下稳定且与一系列反应条件相容,使其对制造对等纯化合物具有价值;乙型丁氧基碳酸酯(Boc)保护组增强了其在浸泡物合成中的效用,允许在温酸条件下有选择地去保护.该复合体在生物活性分子的合成中特别有用,包括蛋白抑制剂和其他药用活性剂.其明确界定的结构和可靠性能使得需要精确控制合成途径的研究人员更愿意选择.

英文名称(S)-Tert-Butyl (2-Oxopyrrolidin-3-yl)Carbamate
中文名称(S)-(2-氧代吡咯烷-3-基)氨基甲酸叔丁酯
IUPAC名称tert-butyl (S)-(2-oxopyrrolidin-3-yl)carbamate
其它别名(S)-3-Boc-氨基-2-吡咯烷酮; (S)-Tert-Butyl (2-Oxopyrrolidin-3-yl)Carbamate
CAS编号92235-34-2
MFCD编号:MFCD03426144
EINECS号:802-065-8
分子式:C9H16N2O3
分子量:200.23
产品CID: 1960040
产品分类有机原料→分子砌块→脂肪杂环类化合物→吡咯烷类化合物

相似结构搜索
InChIKey: DVWCHAUBYVZILO-LURJTMIESA-N
InChI=1S/C9H16N2O3/c1-9(2,3)14-8(13)11-6-4-5-10-7(6)12/h6H,4-5H2,1-3H3,(H,10,12)(H,11,13)/t6-/m0/s1…
计算化学: 氢键受体数3.0氢键供体数2.0可旋转键数1.0

相似化合物

251938-49-5 99780-97-9 56440-28-9

MSDS等安全信息

GHS符号GHS07
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
警示词Warning
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
危险品标志Xi

欧盟法规

C&L通报

上下游产品

(2S)-4-amino-2-[(tert-butoxycarbonyl)amino]butanoic acid B°C-Gln-OH [1-(4-cyanobenzyl)-2-oxopyrrolidin-3(S)-yl]carbamic acid tert-butyl ester [1-(3-cyanobenzyl)-2-oxopyrrolidin-3(S)-yl]carbamic acid tert-butyl ester tert-butyl ester{1-[6-(benzhydrylidene-amino)-1-chloro-isoquinolin-7-ylmethyl]-2-oxo-pyrrolidin-3-yl}-carbamic acid tert-butyl ester 3-(S)-(tert-butoxycarbonylamino)-1-(5-bromo-2-fluorobenzyl)pyrrolidin-2-one

合成工艺路线路线简述

2770853-54-6 = 92235-34-2
反应条件:1.1 Reagents: 4-Methylmorpholine,Potassium Hydroxide,Triphosgene Solvents: Acetonitrile,Water; 20 °C1.2 Reagents: Ammonium Chloride Solvents: Water; 15 S,20 °C
标题:Rapid And Mild Lactamization Using Highly Electrophilic Triphosgene In A Microflow Reactor
作者:Fuse,Shinichiro; Komuro,Keiji; Otake,Yuma; Masui,Hisashi; Nakamura,Hiroyuki
参考文献:Chemistry - A European Journal 日期:2021 卷标:27(27) 页码:7525-7532]

24424-99-5 + 4128-00-1 = 92235-34-2
反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; 16 H,Rt1.2 Reagents: Diethyl Ether; Rt
标题:Indazolecarboxamide Derivatives As P38 Inhibitors And Their Preparation And Methods Of Use Thereof
参考文献:World Intellectual Property Organization]

25691-37-6 = 92235-34-2
反应条件:1.1 Reagents: Sodium Bicarbonate,Bop Reagent Solvents: Dimethylformamide; 12 H,Rt
标题:Protein Synthesis With Conformationally Constrained Cyclic Dipeptides
作者:Zhang,Chao; Bai,Xiaoguang; Dedkova,Larisa M.; Hecht,Sidney M.
参考文献:Bioorganic & Medicinal Chemistry 日期:2020 卷标:28(22)]

25691-37-6 = 92235-34-2
反应条件:1.1 Reagents: 4-Methylmorpholine,1-Hydroxybenzotriazole Solvents: Tetrahydrofuran; 15 Min,Rt -> 60 °C; 4 H,60 °C
标题:Preparation Of Azaheterocyclic Sulfonamides As Factor Xa Inhibitors
参考文献:United States]

851550-12-4 = 92235-34-2
反应条件:1.1 Reagents: 1,3-Cyclohexadiene Catalysts: Palladium Solvents: Tetrahydrofuran; 5 Min,Reflux
标题:Preparation And Reactivity Of Aminoacyl Pyroglutamates. Facile Synthesis Of 10-Membered-Ring Cyclic Dipeptides Derived From 1,4-Diaminobutyric And Glutamic Acids
作者:Chulin,A. N.; Rodionov,I. L.; Baidakova,L. K.; Rodionova,L. N.; Balashova,T. A.; Et Al
参考文献:Journal Of Peptide Science 日期:2005 卷标:11(3) 页码:175-186]

24424-99-5 + 2483-65-0 = 92235-34-2
反应条件:1.1 Reagents: Triethylamine Solvents: Methanol; Overnight,Rt; 2 H,Reflux
标题:Preparation Of Indolylidenemethylpyrrolecarboxamides As Inhibitors Of Vegfr,Pdegfr,Kit,Flt-1,Flt-3,Flt-4,And Ret Kinase With Reduced Inhibition Of Ampk.
参考文献:World Intellectual Property Organization]

24424-99-5 + 118507-50-9 = 92235-34-2
反应条件:1.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol; 4 D,Rt
标题:A Flexible Approach To (S)-3-Amino-2-Pyrrolidinone Derivatives
作者:Tang,Tian; Zhu,Chen; Huang,Pei-Qiang
参考文献:Heterocycles 日期:2004 卷标:64 页码:121-128]

24424-99-5 + 4128-00-1 = 92235-34-2
反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; 16 H,Rt
标题:Thiophene-2-Carboxylic Acid Derivatives And Their Preparation And Use For The Treatment Of Flavivirus Infections
参考文献:World Intellectual Property Organization]

25691-37-6 = 92235-34-2
反应条件:1.1 Reagents: Sodium Bicarbonate,Bop Reagent Solvents: Dimethylformamide; 12 H,Rt
标题:Ribosome-Mediated Incorporation Of Peptides And Peptidomimetics During Cell-Free Translation
参考文献:World Intellectual Property Organization]

25691-37-6 = 92235-34-2
反应条件:1.1 Reagents: Triethylamine,1-Hydroxybenzotriazole,1-Ethyl-3-(3′-Dimethylaminopropyl)Carbodiimide Hydrochloride Solvents: Tetrahydrofuran; 15 Min,Rt -> 60 °C; 4 H,60 °C
标题:Preparation Of N-(Oxopyrrolidinyl)Naphthalenesulfonamides And Analogs As Factor Xa Inhibitors
参考文献:World Intellectual Property Organization]

25691-37-6 = 92235-34-2
反应条件:1.1 Reagents: Triethylamine,1-Hydroxybenzotriazole,1-Ethyl-3-(3′-Dimethylaminopropyl)Carbodiimide Hydrochloride Solvents: Tetrahydrofuran; 15 Min,60 °C; 4 H,60 °C
标题:Preparation Of [(Sulfonamidooxopyrrolidino)Methyl]Benzamidines As Factor Xa Inhibitors
参考文献:United States]

25691-37-6 = 92235-34-2
反应条件:1.1 Reagents: Triethylamine,1-Ethyl-3-(3′-Dimethylaminopropyl)Carbodiimide,Hydroxybenzotriazole Solvents: Tetrahydrofuran
标题:Design And Structure-Activity Relationships Of Potent And Selective Inhibitors Of Blood Coagulation Factor Xa
作者:Ewing,William R.; Becker,Michael R.; Manetta,Vincent E.; Davis,Roderick S.; Pauls,Henry W.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:1999 卷标:42(18) 页码:3557-3571

叔丁氧羰基-L-2,4-二氨基丁酸置于1-羟基苯并三唑,1-(3-二甲基氨基丙基)-3-乙基碳二亚胺体系中,化学反应生成 (S)-Boc-3-氨基-2-吡咯烷酮
参考文献:新型噻吩并吡啶磺酰胺吡咯烷酮作为xa因子抑制剂的合成,Sar和体内活性.
标题:新型噻吩并吡啶磺酰胺吡咯烷酮作为xa因子抑制剂的合成,Sar和体内活性.
摘要:发现噻吩并吡啶磺酰胺吡咯烷酮是凝血级联酶因子xa的有效和选择性抑制剂.sar研究导致选择了几种化合物进行进一步的体内研究.这些新颖的芳基结合口袋部分代表了一系列fxa抑制剂的结构修饰.几种化合物被证明是有效的静脉抗血栓药.
DOI:10.1016/s0960-894X(99)00466-7